Just when I think we've covered every boot trend out there, a new one pops up. While doing my daily perusing on ShopStyle, I came upon an abundance of drawstring boots. This style is an ode to Captain Hook and other fashionable pirates, but with a modern twist. Notice how these sumptuous, structured Brian Atwood Matrix Boots ($1,170) illicit a casual, luxurious vibe. Aye, Mate!